Synthesis and characterization of a new unsymmetrical porphyrin liquid crystal and its lanthanide complexes

Abstract

A meso-substituted unsymmetrical porphyrin liquid crystal, 5-(4-myristyloxy)phenyl-10,15,20-triphenyl porphyrin, and a series of its lanthanide complexes, (lanthanide ions: Gd, Tb, Dy, Ho and Er) with acetylacetone were synthesized and characterized by elemental analyses, molar conductances, UV-Vis, IR and 1 H NMR spectra. A structure is proposed in which the porphyrin is as a tetradentate ligand and acetylacetonate is bidentate to the lanthanide. Luminescence spectra show that quantum yields of the Q band fluorescence are in the region 0.027-0.191. DSC data and an optical textural photo using a polarizing microscope indicates that the compounds have liquid crystalline character.

Self-Organized Porphyrinic Materials

“…A number of reports on the synthesis and characterization of new mesogenic porphyrinic materials, including those with fullerene, have appeared since 2003. 125,[336][337][338][339][340][341][342][343][344][345][346][347] Nolte and co-workers synthesized a mesogenic material by mounting three porphyrins bearing liquid crystal-forming substituents on a central benzene ring (Figure 22). 125 By simple drop casting of a solution onto a surface, large domains form containing highly ordered patterns as a result of a synergy between the mesogenic properties and the H-bonding interaction of the amide linking groups.…”

“…To strengthen the equatorial interactions and modulate the π−π interactions, meso -3,5-dialkyphenyl moieties are often used. A number of reports on the synthesis and characterization of new mesogenic porphyrinic materials, including those with fullerene, have appeared since 2003. ,− …”

Liquid Crystal Nanocomposites Doped with Rare Earth Elements

“…В литературе описано не так много примеров лантанидомезогенов на основе порфиринов [91][92][93][94][95][96][97]. Кроме того, большая часть исследований в области люминесцентных комплексов лантаноидов посвящена соединениям Eu 3+ , Tb 3+ , Dy 3+ , Yb 3+ и Sm 3+ .…”

Lanthanide–tetrapyrrole complexes: synthesis, redox chemistry, photophysical properties, and photonic applications

“…24, bottom) and eventually its acac À complex. 131 132 The corresponding lanthanide complex was obtained by heating the free base porphyrin with lanthanide acetylacetonate in molten imidazole under dry nitrogen for 3.5 h, a procedure reported by Srivastava in 1978 133 and also used by Che et al in 2013. 134 2.1.12 Preferential formation of atropisomers.…”